(E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-enoic acid methyl ester
CAS No.:201284-45-9
Molecular Formula:C₃₁H₄₆O₆Si
Molecular Weight:542.788
Hs Code.:

Synonyms:(E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-enoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-enoic acid methyl ester

There total 1 articles about (E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-enoic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 5927-18-4
trimethyl phosphonoacetate

: 163275-31-8
(3R,4S)-4-Benzyloxy-5-(tert-butyldimethylsiloxy)-3-(p-methoxybenzyloxy)-2,2-dimethylpentanal

: 201284-45-9
(E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-enoic acid methyl ester

Guidance literature:: With sodium hydride; Yield given. Multistep reaction; 1.) THF, 2.) THF;
DOI:10.1248/cpb.45.2113

Reference yield: 93.0%

: 201284-45-9
(E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-enoic acid methyl ester

: 201284-46-0
(E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane;
DOI:10.1248/cpb.45.2113

Reference yield:

: 201284-45-9
(E)-(5R,6S)-6-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,4-dimethyl-hept-2-enoic acid methyl ester

: 201284-28-8
(4S,5R)-4-Benzyloxy-3-hydroxy-5-(4-methoxy-benzyloxy)-6,6-dimethyl-cyclooctanone

Guidance literature:: Multi-step reaction with 10 steps

1: 93 percent / DIBAL / CH₂Cl₂

2: 86 percent / H₂ / Pd/C / ethyl acetate

3: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, 2.) CH₂Cl₂

4: tetrahydrofuran

5: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, 2.) CH₂Cl₂

6: Li(TMS)2 / tetrahydrofuran

7: NBS / tetrahydrofuran

8: 1M aq. HCl / tetrahydrofuran

9: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, 2.) CH₂Cl₂

10: SmI₂ / tetrahydrofuran / -78 °C

With hydrogenchloride; N-Bromosuccinimide; samarium diiodide; oxalyl dichloride; Li(TMS)2; hydrogen; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.45.2113